Search Middleburg Cottage Accommodations

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
In two weeks
In one month
In two months

Our top choices for Middleburg cottages

18th Century Stone Cottage minutes from historic Middleburg

18th Century Stone Cottage minutes from historic Middleburg
Middleburg
10.0 out of 10, Exceptional, (55 reviews)
"Loved out stay! "
United States
Emilee
The price is AU$578
includes taxes & fees
20 Jan - 21 Jan
18th Century Stone Cottage minutes from historic Middleburg

The Cottage at Firefly Cellars, cozy getaway in Loudoun wine country!

The Cottage at Firefly Cellars, cozy getaway in Loudoun wine country!
Hamilton
9.6 out of 10, Exceptional, (10 reviews)
"It was a great place to starve whole experience was perfect. "
United States
Jaime B.
The price is AU$582
includes taxes & fees
19 Jan - 20 Jan
The Cottage at Firefly Cellars, cozy getaway in Loudoun wine country!

'thomson Farm' Classic Home < 10 Mi to Vineyards!

'thomson Farm' Classic Home < 10 Mi to Vineyards!
3.0 star property
Leesburg
The price is AU$2,727
includes taxes & fees
19 Jan - 20 Jan
'thomson Farm' Classic Home < 10 Mi to Vineyards!

Art Docko - Lakefront Artist Retreat w/ Hot Tub!

Art Docko - Lakefront Artist Retreat w/ Hot Tub!
Harpers Ferry
10.0 out of 10, Exceptional, (23 reviews)
"My friends and I absolutely loved this stay on the lake in West Virginia! The artsy vibe of the home, views, and wildlife were amazing. Plenty of places to sit and catch up. The kitchen was well stocked with appliances (thank you for the local coffee!) Each adult having their own bedroom and full bath was a huge perk!"
United States
Matthew P.
The price is AU$648
includes taxes & fees
19 Jan - 20 Jan
Art Docko - Lakefront Artist Retreat w/ Hot Tub!

Lake View Retreat - Cottage Near a Peaceful Lake!

Lake View Retreat - Cottage Near a Peaceful Lake!
Harpers Ferry
9.6 out of 10, Exceptional, (21 reviews)
"The house was clean, had plenty of rooms and a fantastic location. "
United States
Bryan N.
The price is AU$546
includes taxes & fees
19 Jan - 20 Jan
Lake View Retreat - Cottage Near a Peaceful Lake!

Peaceful Lakefront Cottage with Mountain Views!

Peaceful Lakefront Cottage with Mountain Views!
Harpers Ferry
10.0 out of 10, Exceptional, (31 reviews)
"Great location. Beautiful scenery. House was clean."
United States
Brandon H.
The price is AU$552
includes taxes & fees
19 Jan - 20 Jan
Peaceful Lakefront Cottage with Mountain Views!

"Prima BnB" a Superb 4-bedroom cottage on the mountain near Front Royal

"Prima BnB" a Superb 4-bedroom cottage on the mountain near Front Royal
Front Royal
10.0 out of 10, Exceptional, (4 reviews)
"My family and I had a wonderful stay! The property and surrounding views are beautiful. The house was very clean and the host was very responsive when I had a question or two to ask. I highly recommend staying here!"
United States
Jay L.
The price is AU$658
includes taxes & fees
27 Jan - 28 Jan
"Prima BnB" a Superb 4-bedroom cottage on the mountain near Front Royal

Cottage w/ Hot Tub and 100-Mile Valley Views!

Cottage w/ Hot Tub and 100-Mile Valley Views!
Harpers Ferry
9.8 out of 10, Exceptional, (20 reviews)
"Great view, very secluded"
United States
Matt s.
The price is AU$555
includes taxes & fees
29 Jan - 30 Jan
Cottage w/ Hot Tub and 100-Mile Valley Views!

Woodsy Retreat with a Hot Tub and Seasonal Views!

Woodsy Retreat with a Hot Tub and Seasonal Views!
Harpers Ferry
9.8 out of 10, Exceptional, (24 reviews)
"I highly recommend this cabin stay! It has absolutely everything you could need. Super clean and in a great area. Will definitely stay again if we get the chance."
United States
Claudia F.
The price is AU$515
includes taxes & fees
19 Jan - 20 Jan
Woodsy Retreat with a Hot Tub and Seasonal Views!

The Vue - Mountain Top hot tub overlooking the Shenandoah River

The Vue - Mountain Top hot tub overlooking the Shenandoah River
2.0 star property
Front Royal
9.8 out of 10, Exceptional, (10 reviews)
"Our family had a lovely time at The Vue! It was clean, comfortable, and had everything we needed for a quick getaway. The mountain view was truly incredible and we enjoyed watching the sunrise with our coffee on the back deck. While there's not much of a yard, our pup enjoyed the outdoor space too! Thank for being a part of our family's special memories. We'll be back!"
United States
Alyssa L.
The price is AU$648
includes taxes & fees
11 Feb - 12 Feb
The Vue - Mountain Top hot tub overlooking the Shenandoah River

Cozy Mountain Retreat | Hot Tub & Fire Pit & Dogs

Cozy Mountain Retreat | Hot Tub & Fire Pit & Dogs
Harpers Ferry
9.6 out of 10, Exceptional, (8 reviews)
"We had a great stay "
United States
Lauren O.
The price is AU$810
includes taxes & fees
19 Jan - 20 Jan
Cozy Mountain Retreat | Hot Tub & Fire Pit & Dogs

Wild Hare Cottage

Wild Hare Cottage
Purcellville
10.0 out of 10, Exceptional, (11 reviews)
"Perfect spot to relax for a long weekend. Easy drive to Middleburg, VA, wineries, breweries, and hiking. Would stay again. "
United States
Jennifer K.
The price is AU$359
includes taxes & fees
28 Jan - 29 Jan
Wild Hare Cottage

Royal Heritage Home @ Historic Leesburg

Royal Heritage Home @ Historic Leesburg
Leesburg's Old and Historic District
9.8 out of 10, Exceptional, (39 reviews)
"Great location, would stay again."
United States
Eric D S.
The price is AU$700
includes taxes & fees
19 Jan - 20 Jan
Royal Heritage Home @ Historic Leesburg
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Save an average of 15% on thousands of hotels when you're signed in

Top Middleburg Hotel Reviews

Find out more about Middleburg

Middleburg Cottages information

Number of reviews
252
Accommodation
91 Cottages
Lowest Price
AU$359
Highest Price
AU$2,727

Frequently asked questions

What is there to do in Middleburg near my cottage?
No matter your tastes or interests, Middleburg has plenty of things to keep you going. Greenhill Winery & Vineyards, Cana Vineyards and Winery and Chrysalis Vineyards are on most visitors' schedules. Don't forget about Quattro Goombas Winery, National Sporting Library & Museum and Red Fox Fine Art either. With Expedia's hotel deals in Middleburg, you can discover even more wonderful attractions like these with the money you save.